Title: Bendazac
CAS Registry Number: 20187-55-7
CAS Name: [[1-(Phenylmethyl)-1
H-indazol-3-yl]oxy]acetic acid
Synonyms: [(1-benzyl-1
H-indazol-3-yl)oxy]acetic acid; bendazolic acid; bindazac
Manufacturers' Codes: AF-983
Trademarks: Zildasac (Chugai)
Molecular Formula: C16H14N2O3
Molecular Weight: 282.29
Percent Composition: C 68.08%, H 5.00%, N 9.92%, O 17.00%
Literature References: Principle action is inhibition of protein denaturation. Prepn:
BE 699226; G. Palazzo,
US 3470194 (1967, 1969 both to Francesco Angelini). Pharmacology: B. Silvestrini
et al., Inflammation Biochem. Drug Interaction, Proc. Int. Symp. 1968, A. Bertelli, Ed. (Excerpta Med., Amsterdam, 1970) p 283. Mechanism of action:
eidem, Arzneim.-Forsch. 20, 250 (1970). Photoprotective capacity: Fuga
et al., Ann. Ital. Dermatol. Clin. Sper. 24, 205 (1970). NMR study of albumin,
q.v., binding: M. Delfini
et al., Bioorg. Chem. 31, 378 (2003). Toxicity:
Rx Bulletin 3, 147 (1972).
Properties: Odorless, crystalline powder, mp 158-159°. Insol in water. Sol in chloroform, ethanol, acetone. uv max: 306 nm (E1%1cm 191). LD50 in mice, rats (mg/kg): 380, 304 i.v.; 355, 388 i.p.; 440, 910 s.c.; 1105, ~1200 orally (
Rx Bulletin).
Melting point: mp 158-159°
Absorption maximum: uv max: 306 nm (E1%1cm 191)
Toxicity data: LD50 in mice, rats (mg/kg): 380, 304 i.v.; 355, 388 i.p.; 440, 910 s.c.; 1105, ~1200 orally (
Rx Bulletin)
Derivative Type: Lysine salt
CAS Registry Number: 81919-14-4
Synonyms: bendaline; bendazac lysine
Trademarks: Bendalina (Angelini); Dogalina (Angelini)
Molecular Formula: C16H13N2O3.C6H14N2O2
Molecular Weight: 427.47
Percent Composition: C 61.81%, H 6.37%, N 13.11%, O 18.71%
Literature References: HPLC determn: S. Scalia, M. Massaccesi,
Int. J. Pharm. 82, 179 (1992). Clinical evaluation in senile cataract: P. Baraldi
et al., Graefe's Arch. Clin. Exp. Opthalmol. 228, 105 (1990); in
in vivo contact lens cleaning: T. C. Evans
et al., Optom. Vis. Sci. 70, 210 (1993). Review of pharmacology and therapeutic potential: J. A. Balfour, S. P. Clissold,
Drugs 39, 575-596 (1990).
Derivative Type: Sodium salt
CAS Registry Number: 23255-99-4
Trademarks: Versus (Angelini)
Molecular Formula: C16H13N2NaO3
Molecular Weight: 304.28
Percent Composition: C 63.16%, H 4.31%, N 9.21%, Na 7.56%, O 15.77%
Use: Contact lens cleaning and wetting solution.
Therap-Cat: Anti-inflammatory; in treatment of cataracts.
Therap-Cat-Vet: In treatment of cataracts.
Keywords: Anti-inflammatory (Nonsteroidal).